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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL645
CHEMBL645
Compound Name BISOPROLOL
ChEMBL Synonyms MONOCOR | BISOPROLOL FUMARATE | BISOPROLOL | CARDICOR | CONGESCOR | SOPROL | SOLOC | VIVACOR | CL 297,939 | ISOTEN MITIS | Ziac | EMD 33 512 | BIPRANIX | EMCOR LS | EMCOR | CONCOR | Zebeta | EMD-33-512 | ZEBETA
Max Phase 4 (Approved)
Trade Names CARDICOR | SOLOC | SOPROL | CONCOR | EMCOR | EMCOR LS | MONOCOR | ZEBETA | BIPRANIX | ISOTEN MITIS | BISOPROLOL FUMARATE | CONGESCOR | VIVACOR
Molecular Formula C18H31NO4

Additional synonyms for CHEMBL645 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NCC(O)COc1ccc(COCCOC(C)C)cc1
Standard InChI InChI=1S/C18H31NO4/c1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-1 ...
Download InChI
Standard InChI Key VHYCDWMUTMEGQY-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL645

Molecule Features

CHEMBL645 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-1 adrenergic receptor antagonist Beta-1 adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HypertensionD006973EFO:0000537hypertension4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Lecithin Cholesterol Acyltransferase DeficiencyD007863Orphanet:79292Fish-eye disease1ClinicalTrials
ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Familial Primary Pulmonary HypertensionD065627Orphanet:275766Idiopathic pulmonary arterial hypertension1ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease0ClinicalTrials

Clinical Data

ClinicalTrials.gov BISOPROLOL
The Cochrane Collaboration BISOPROLOL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL645. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.994
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.967
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.951
CHEMBL4687 Plasmepsin 1 Plasmodium falciparum 0.695
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.372



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.999
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.988
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.984
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.976
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.530
CHEMBL3815 Squalene synthetase Rattus norvegicus 0.331
CHEMBL2063 Ceramide glucosyltransferase Homo sapiens 0.204

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
325.5 325.2253 2.37 12 59.95 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.86 9.42 1.89 -.2 1 23 0.58

Structural Alerts

There are 2 structural alerts for CHEMBL645. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C07 - BETA BLOCKING AGENTS
C07A - BETA BLOCKING AGENTS
C07AB - Beta blocking agents, selective
C07AB07 - bisoprolol

ChemSpider ChemSpider:VHYCDWMUTMEGQY-UHFFFAOYSA-N
DailyMed bisoprolol fumarate
PubChem SID: 174007419 SID: 26751965 SID: 29215032 SID: 50104637 SID: 90341096
Wikipedia Bisoprolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL645



ACToR 66722-44-9
BindingDB 25751
Brenda 132707
ChEBI 3127
DrugBank DB00612
DrugCentral 380
eMolecules 901481
EPA CompTox Dashboard DTXSID6022682
Guide to Pharmacology 7129
Human Metabolome Database HMDB0014750
IBM Patent System 840D8331FA67912D17A1F22CA59C0696
KEGG Ligand C06852
LINCS LSM-1886
Mcule MCULE-4376025366
MolPort MolPort-005-937-320
Nikkaji J32.485J
PharmGKB PA448641
PubChem 2405
PubChem: Thomson Pharma 14951172
SureChEMBL SCHEMBL20960

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VHYCDWMUTMEGQY-UHFFFAOYSA-N spacer
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